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Saint Leonards Holiday Rentals

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Our top choices for Saint Leonards holiday rentals

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (31 reviews)
"Clean room, serene space and setting, and ideal location."
United States
Remone
The price is AU$110
includes taxes & fees
2 Aug - 3 Aug
Montego Bay Ironshore Luxury Studios

Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
The price is AU$312
includes taxes & fees
11 July - 12 July
Comfy Villa With Ocean View

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is AU$222
includes taxes & fees
4 July - 5 July
Serenitys Hideaway Montego Bay

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
8.8 out of 10, Excellent, (5 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is AU$198
includes taxes & fees
6 July - 7 July
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (25 reviews)
"Room was clean and staff was very welcoming with great communication. "
United States
Kenneth
The price is AU$160
includes taxes & fees
7 July - 8 July
Claudeville Condo

La Rose Apartment Jamaica

La Rose Apartment Jamaica
2.5 star property
Montego Bay
The price is AU$207
includes taxes & fees
14 July - 15 July
La Rose Apartment Jamaica

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is AU$171
includes taxes & fees
6 July - 7 July
Bev Rosevilla

Gorgeous 4-bedroom house with AC in lively Montego Bay

Gorgeous 4-bedroom house with AC in lively Montego Bay
Paradise Acres
10.0 out of 10, Exceptional, (1 review)
"This location was amazing. The view of the harbor and the Gulf waters was off the chart. It was only minutes from the airport and the "Hip Strip" for shopping. Much much better than was advertised. The grounds were maintained immaculate and all the amenities made us feel right at home. Would visit again in a heartbeat. Great fantastic surprise. 5* even 6*"
United States
Michael B.
The price is AU$201
includes taxes & fees
15 July - 16 July
Gorgeous 4-bedroom house with AC in lively Montego Bay

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is AU$119
includes taxes & fees
11 July - 12 July
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3 reviews)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is AU$162
includes taxes & fees
14 July - 15 July
Short and longTerm ,Vacational rental home.

The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is AU$104
includes taxes & fees
14 July - 15 July
The Artist cabin is a mountain cabin overlooking the sea and coastline

Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
2.0 out of 10, (1 review)
"The room was very clean, however the rooms are located in a very local shopping mall with lots of loitering outside, very noisy, no windows so felt claustrophobic. The outside was dirty , crowded and noisy I did not feel safe enough to stay there so I left."
United States
chevone
The price is AU$151
includes taxes & fees
7 July - 8 July
Sky Beach Rooms

Newly Furnished 1 Bedroom Apartment - Montego Bay

Newly Furnished 1 Bedroom Apartment - Montego Bay
Ironshore
7.4 out of 10, Good, (10 reviews)
"Chester was the gardian angel there he was so kind and helpfull also you can pay him and then he will cook for you. I can tell you he is the best cook in the world he will make you traditional food. The villa was near everything so that was nice to. I would come back "
Netherlands
Milena
The price is AU$205
includes taxes & fees
14 July - 15 July
Newly Furnished 1 Bedroom Apartment - Montego Bay

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very good, (1 review)
"I like that the property was quiet. The place was clean. The neighbor I met was really nice. I like that. It was outside of the tourist area."
United States
Fashira
The price is AU$134
includes taxes & fees
4 July - 5 July
Unity Villa

Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB1: Pool, Beach & Chef
Montego Bay
8.8 out of 10, Excellent, (10 reviews)
"Had a good experience shower pressure, and bathroom flushing was a lil problem otherwise all was well for me"
United States
Kevin D.
The price is AU$270
includes taxes & fees
8 July - 9 July
Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.4 out of 10, Very good, (28 reviews)
"Felt like home away from home."
United States
paul
The price is AU$304
includes taxes & fees
7 July - 8 July
Hospitality Expert CB4

Comfy Haven

Comfy Haven
3.0 star property
Montego Bay
9.6 out of 10, Exceptional, (5 reviews)
"Clean room, manager friendly and helpful, safe location and not far from shops or airport"
United States
Ashley Gregaitis Nembhard and howayne
The price is AU$229
includes taxes & fees
10 July - 11 July
Comfy Haven

Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is AU$117
includes taxes & fees
16 July - 17 July
Firefly cottage with Ocean view

Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"Nice place and breakfast"
Spain
Xavier
The price is AU$290
includes taxes & fees
5 July - 6 July
Hospitality Expert SWF104 - Pool, Beach, Chef

Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is AU$119
includes taxes & fees
14 July - 15 July
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Saint Leonards Hotel Reviews

Find out more about Saint Leonards

Everything you need to know about Saint Leonards holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Saint Leonards holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Saint Leonards holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Saint Leonards holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Saint Leonards. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Saint Leonards holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Saint Leonards holiday rentals we have selected for you start as low as AU$110 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Saint Leonards rentals

At Expedia, we put the best Saint Leonards holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Saint Leonards rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Saint Leonards holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Saint Leonards. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Saint Leonards?

Yes, there are holiday rentals close to the most popular sights in Saint Leonards, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Saint Leonards has to offer?

5 bed villa, gated community, private pool, fully staffed, private chauffeur: This holiday home rental outside Saint Leonards is located next to a golf course, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Saint Leonards?

Expedia has 373 holiday rentals for your stay in Saint Leonards.

What’s there to see and do in Saint Leonards?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at YS Falls. In the wider area, you’ll find Appleton Estate and Rastafari Indigenous Village.

What’s a holiday rental in Saint Leonards like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Saint Leonards. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.